Deprotonated N-(2, 4-dinitrophenyl) amino acids undergo cyclization in solution and the gas phase

M George, V Ramesh, R Srinivas, D Giblin…

Index: George; Ramesh; Srinivas; Giblin, Daryl; Gross, Michael L. International Journal of Mass Spectrometry, 2011 , vol. 306, # 2-3 p. 232 - 240

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Citation Number: 8

Abstract

The collisionally activated mass spectral fragmentations of N-(2, 4-dinitrophenyl) alanine and phenylalanine [MH]− may be gas-phase analogs of the base-catalyzed cyclization of N- (2, 4-dinitrophenyl) amino acids in aqueous dioxane. This latter reaction is one source of the 2-substituted 5-nitro-1H-benzimidazole-3-oxides, which are antibacterial agents. The fragmentation of both compounds, established by tandem mass spectrometric ...